(1S,10R,11S,14R,15S)-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 168228
• Molecular Formular: C18H24O2
• Molecular Mass: 272.38196
• Monoisotopic Mass: 272.17763001
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H](CC2)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C
• InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
• InChIKey: VOXZDWNPVJITMN-SFFUCWETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (17α)-Estra-1,3,5(10)-triene-3,17-diol-d3; 1,3,5-Estratriene-3,17α-diol-d3; 13β-Methyl-1,3,5(10)-gonatriene-3,17α-diol-d3; 17-Epiestradiol-d3; 17α-Oestradiol-d3; 3,17-Dihydroxyestratriene-d3; 3,17α-Dihydroxyoestra-1,3,5(10)-triene-d3; Alfatradiol-d3; Epiestrol-d3; Estra-1,3,5(10)-triene-3,17α-diol-d3; NSC 20293-d3; α-Estradiol-d3; 17α-Estradiol-16,16,17-d3

Database IDs

• PubChem SID: 162262360
• PubChem CID: 71316460

CALCULATED PROPERTIES

• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.7454948
• LogD (pH = 7.4): 3.7449908
• Log P: 3.7455013
• Molar Refractivity: 79.9047 cm^3
• Polarizability: 31.30958 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 218-220°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E887997

Labelled Estradiol. Estradiol (known as α-Estradiol or 17 α-Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture. 17-Εstradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine

REFERENCES

• Salole, E.G., Anal. Profiles Drug Subs., 15, 283 (1986)
• Lievertz, R.W., et al.: Am. J. Obstret. Gynecol., 156, 1289 (1986)
• Kuhnz, W., et al.: Arzneim.-Forsch., 43, 966 (1986)